Vacation rentals with a patio in Near North Side, Chicago

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Top-rated patio rentals in Near North Side, Chicago

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Guest favorite

Apartment in Chicago

5.0 out of 5 average rating, 26 reviews

Wicker Park Walk-Up Condo

Enjoy the best of what Chicago has to offer. Located in the West Town/Wicker Park Neighborhood, steps away from the exciting Division St. and Milwaukee Ave. lined with great neighborhood bars, restaurants, boutiques, etc. Centrally located steps from public transit (The "L" Train/Bus), the expressway, Goose Island, Lincoln Park, & More. Experience one of Chicago's best and most interesting neighborhoods! This apartment is fully furnished with modern touches, a private rear deck & front patio.

Feb 20 – 27

€ 231 per night

Guest favorite

Guest suite in Logan Square

4.94 out of 5 average rating, 51 reviews

Logan Square’s Garden apt style rental

It’s an “in-law”apt (the unit) in the bsmt. Entry w/ lockbox for the front gate.key, security-outdoor cameras. The door to the unit is keypad entry. Access to main house through indoors-locked. Free Street pkg. Full bath. 1 BR w/a NEW queen bed frame- no more squeakiness! Living area w/a pull-out couch (queen). Also, a futon that lays out if. Full kitchen& laundry Outdoor space &yard. In season I have 4 garden beds w/a variety that you can help yourself to. Pets need to be on the booking

Dec 16 – 23

€ 165 per night

Guest favorite

Condo in Little Italy

4.96 out of 5 average rating, 119 reviews

Private hot tub - King bed suite - Free parking

Welcome to this urban retreat in the heart of Chicago's Little Italy neighborhood. Conveniently located adjacent to Chicago's downtown Loop and West Loop neighborhoods, you will find endless opportunities to experience the best of Chicago. At the end of your day, enjoy a relaxing soak in your private outdoor hot tub (open year-round) before sinking in to your Tempur-Pedic king bed for a restful night's sleep. Complimentary off-street parking provides rare convenience near the city center.

Sep 19 – 26

€ 419 per night

Guest favorite

Apartment in Chicago

4.9 out of 5 average rating, 31 reviews

Private City Hideaway

Park in the private garage and walk to restaurants, coffee, bars , cafes and shopping. 10 minutes to the train! All outside your front door from this entirely private extra large one bedroom city apartment. Well appointed kitchen, free laundry, wi-fi, heat and air cond. No parking worries with included garage parking!! Click SHOW MORE - for detailed location information - Click SHOW MORE Wrigley Field 8 minutes Uber 15 public transport 30 walking NOTE: no smokers no visitors

Sep 16 – 23

€ 174 per night

Guest favorite

Home in Chicago

4.98 out of 5 average rating, 54 reviews

2BD/1 BA with summer patio in quiet Roscoe Village

Welcome to a wonderful home in quiet, family-friendly West Lakeview/Roscoe Village. This is a spacious 2 bedroom+office/1 bath with a sunny private patio deck in the rear with everything you need for a relaxing getaway in Chicago. It is walking distance to everything you need: grocery store (5 min walk), pharmacy (3 min walk), bars + restos (5 min walk), Brown line station Paulina (9 min walk), Hamlin Park (6 min walk), Wrigley Field (8 min drive). On-street parking is permitted.

Apr 3 – 10

€ 202 per night

Guest favorite

Apartment in Chicago

4.92 out of 5 average rating, 39 reviews

Cozy 2BR, Own Entrance, Gated Free Parking Spot

This charming 2 BR apartment is in an 1890's Chicago A-frame house & blends vintage with modern providing a comfortable base to discover Chicago and its surrounding areas. Unique details abound, giving the apartment a warm, rustic feel. Perfect for families/friends looking for a short/extended stay in the urban core. Guests will have a free gated parking space and be close to Divvy bike stations, the Metra (7 minute walk), buses, and the L train (1.5 miles/10 minute bike ride).

Sep 26 – Oct 3

€ 149 per night

Guest favorite

Condo in Chicago

5.0 out of 5 average rating, 100 reviews

Spacious 4 Bedroom Condo

Located in West Town in the heart of Noble Square, just north of West Loop with access to all the best restaurants and only minutes away from River North and Old town, enjoy this 4 bedroom, 3.5 bath condo with private parking, 2 living spaces, heated floors throughout the entire lower level and steam showers. A gourmet kitchen stocked with everything you will need including an espresso maker. This home is perfect for families, couples, friends or traveling for business.

Feb 17 – 24

€ 443 per night

Guest favorite

Apartment in Lincoln Park

4.83 out of 5 average rating, 211 reviews

Cozy Lincoln Park Studio - Steps to Zoo!

This cozy studio in the heart of Lincoln Park is just steps away from some of the best experiences that Chicago has to offer! Just a block from the Lincoln Park Zoo and near the great restaurants and bars of the neighborhood, there's something here for everyone. See a show at the world-famous Second City, take a quick ride up Clark St to see the Cubs play at historic Wrigley Field, or just stay in and relax, there's no wrong way to spend your time in the Windy City!

Nov 18 – 25

€ 190 per night

Guest favorite

Condo in Chicago

4.96 out of 5 average rating, 27 reviews

Jarvis Gardens - 1BR/BEACH/Wine patio/fire pit

Welcome to Jarvis Gardens. A hidden gem in the heart of Chicago's Rogers Park northside neighborhood. Live like a true Chicagoan in this beautifully appointed and recently renovated apartment. Just 1 block to Lake Michigan's Jarvis beach, 1/2 block to Jarvis Square (shops/restaurants/bars/wine stores), and the Jarvis Redline train to Wrigley Field or the 147 bus to the famed Michigan Avenue shopping. No car is necessary for this vacation destination.

Jan 3 – 10

€ 157 per night

Guest favorite

Guest suite in West Town

4.86 out of 5 average rating, 43 reviews

The Huron Haven

A beautiful, one-of-a-kind, hidden gem in the heart of River West. Private entry. Front & Back Patios. Full office space. Large Living Room. Exposed brick walls, 11.5’ tall ceilings. Large barn doors lead from the living room / office to a large master bedroom with large modern bathroom. The bedroom has French doors which open to private balcony with a beautiful back patio, dining space, and thriving garden. On Property Parking

Mar 13 – 20

€ 243 per night

Guest favorite

Apartment in Cicero

4.98 out of 5 average rating, 202 reviews

COZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy

Quiet city side street. Walking distance to dozens of restaurants and stores. Walking distance to Public Transportation including Metra train, CTA Pink line, Direct CTA Bus to Midway Airport. You will be a short 20-minute drive to Downtown Chicago, 15 minutes to United Center or Soldier Field. Perfect for the quick getaway, the night before your flight, or even the long work assignment. Relax on the Patio with a fire pit and grill.

Oct 26 – Nov 2

€ 136 per night

Superhost

Condo in Lake View

4.86 out of 5 average rating, 7 reviews

Cozy, sunny, boho condo in Uptown/Sheridan Park

The perfect balance of feeling like you're on a getaway while still in the city of Chicago. You'll have close access to shops, restaurants, and coffee shops in a quiet, peaceful place. The condo has good vibes, the neighborhood has some great local gems, and it's all nearby some great attractions like Aragon Ballroom, Riviera Theater, and Wrigley Field. I welcome/prefer longer stays - let's chat about any further discounts!

Jul 18 – 25

€ 123 per night